SALOR-INT L497495-1EA
2'-Hydroxy-5'-chloroacetophenone
CAS: 1450-74-4
Molecular Formula: C8H7ClO2
SALOR-INT L497495-1EA - Names and Identifiers
| Name | 2'-Hydroxy-5'-chloroacetophenone |
| Synonyms | SALOR-INT L497495-1EA 2-Acetyl-4-chlorophenol 5-Chloro-2-hydroxyacetophenone 2-Hydroxy-5-chloroacetophenone 2'-Hydroxy-5'-chloroacetophenone 2'-Hydorxy-5'-ChloroAcetophenone 5'-Chloro-2'-hydroxyacetophenone Acetophenone,5-chloro-2-hydroxy- Acetophenone, 5'-chloro-2'-hydroxy- 1-(5-chloro-2-hydroxyphenyl)ethanone 1-(5-Chloro-2-hydroxyphenyl)ethan-1-one 5'-Chloro-2'-Hydroxy Acetophenone 2'-Hydorxy-5'-Chloro Acetophenone |
| CAS | 1450-74-4 |
| EINECS | 215-916-8 |
| InChI | InChI=1/C8H7ClO2/c1-5(10)7-4-6(9)2-3-8(7)11/h2-4,11H,1H3 |
| InChIKey | XTGCUDZCCIRWHL-UHFFFAOYSA-N |
SALOR-INT L497495-1EA - Physico-chemical Properties
| Molecular Formula | C8H7ClO2 |
| Molar Mass | 170.59 |
| Density | 1.2315 (rough estimate) |
| Melting Point | 54-56°C(lit.) |
| Boling Point | 126-128°C28mm Hg(lit.) |
| Flash Point | 107-109°C/12mm |
| Vapor Presure | 0.004mmHg at 25°C |
| Appearance | Crystalline powder |
| BRN | 1365589 |
| pKa | 9.72±0.18(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | 1.5590 (estimate) |
| MDL | MFCD00067788 |
| Physical and Chemical Properties | Almost white crystalline powder. |
SALOR-INT L497495-1EA - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S37/39 - Wear suitable gloves and eye/face protection |
| WGK Germany | 3 |
| HS Code | 29147000 |
| Hazard Note | Irritant |
SALOR-INT L497495-1EA - Reference Information
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| Introduction | 5'-chloro-2'-hydroxyacetophenone can be nitrated to prepare 5-chloro-2-hydroxy-3-nitroacetophenone. 5-Chloro-2-hydroxy-3-nitroacetophenone is a key drug intermediate for the synthesis of prenilast and has potential application value in new drug research. Prenst is the world's first leukotriene receptor antagonist pioneered by Japan's Ono Pharmaceutical Co., Ltd., which was launched in Japan in 1995. Registered in Europe and the United States in 1996. Clinically, it is mainly used as anti-asthma and anti-allergic drugs, and is an effective drug for the treatment of asthma. It was subsequently listed in Mexico in 2002 and is currently in Phase III clinical practice in the United States and the United Kingdom. |
| preparation | 77.2g(0.6mol) of p-chlorophenol and 73.4g(0.72mol) of acetic anhydride are added to a 500mL three-mouth flask, 5g of concentrated sulfuric acid is added dropwise to the flask, stirred, reacted at 110 ℃ for 1.5h, subjected to vacuum distillation, the former fraction is glacial acetic acid, and 100g of p-chlorophenol acetate is obtained by collecting the fraction at 90 ℃, the purity is 98.2%; 34.2g(0.2mol) of p-chlorophenol acetate is added to a 500mL three-mouth flask, 79.5g (about 0.6mol) of anhydrous aluminum trichloride is slowly added to the flask and stirred for 1h at 130 ℃. After the reaction, 200mL of water is slowly added to the flask, stirred for 0.5h, filtered, the filter cake is heated and dissolved with methanol, activated carbon is decolorized and recrystallized, 30.8g of 5-chloro-2-hydroxyacetophenone was obtained with a purity of 99.68%. |
Last Update：2024-04-09 02:00:07
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